1,3-Dimethyl-2-imidazolidinone → Anthraquinone

HRID 392492

Reaktionsgleichung

Reaktionsgleichung von HRID 392492
N[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5](O)=[CH:4][C:3]=1Cl.CN1CCN(C)C1=O.C(=O)([O-])[O-].[K+].[K+].C(N(CCCC)C1C=C(O)C=CC=1)CCC>O>[CH:9]1[C:8]2[C:7](=[O:17])[C:6]3[C:15](=[CH:2][CH:3]=[CH:4][CH:5]=3)[C:14](=[O:16])[C:13]=2[CH:12]=[CH:11][CH:10]=1

Komponenten

6

Edukt 4

HCID 66611,3-Dimethyl-2-imidazolidinoneHCID 11430Potassium CarbonateHCID 755909,10-Anthracenedione, 1-amino-2-chloro-4-hydroxy-HCID 601234N,N-Dibutyl-3-aminophenol

Produkt 1

HCID 6780Anthraquinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
140 °C

Versuchsvorschrift

One part by weight of 1-amino-2-chloro-4-hydroxyanthraquinone, 10 parts by weight of 1,3-dimethyl-2-imidazolidinone, 1.0 part by weight of potassium carbonate and 1.0 part by weight of N,N-di-n-butyl-m-aminophenol were mixed at room temperature, and then heated to 140° C. While this temperature was maintained, the reaction was conducted for 3 hours. The reaction mixture was then cooled to room temperature, charged into 90 parts by weight of water, and extracted with toluene. After the solution was separated, toluene was distilled off under reduced pressure, and the residue was purified through silica gel column chromatography to obtain an anthraquinone compound as coloring matter No. 9 (yield 90%) in Table 1.

Aufarbeitung

  1. temperatureWhile this temperature was maintained
  2. temperatureThe reaction mixture was then cooled to room temperature
  3. extractionextracted with toluene
  4. customAfter the solution was separated
  5. distillationtoluene was distilled off under reduced pressure
  6. customthe residue was purified through silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3e59d5b30b05441bb33a290e341e3ebc
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06800674B2

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